Cheap flights from Anguilla to Chicago from £212

Travelers frequently search for route combinations, such as Anguilla and San Juan, New York, Atlanta, Cleveland, London, Istanbul, Phoenix, Cancún, Dubai, Boston, Orlando, Bogotá, Los Angeles, Miami, Salt Lake City, Philadelphia, Honolulu, Lower Prince's Quarter, Minneapolis, Dhaka.

Travelers frequently search for route combinations, such as Chicago and London, Mexico City, New York, Guadalajara, Edinburgh, Dallas, Manchester, Morelia, Atlanta, Los Angeles, Houston, León, Leeds, Orlando, San Francisco, Philadelphia, Tampa, Miami, Monterrey, Birmingham.

The main airport in Anguilla is Clayton J. Lloyd International. It is also served by Clayton J. Lloyd International.

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, Muskegon County, University of Illinois Willard.

Currently, you can fly between Anguilla and Chicago with Anguilla Air Services, Frontier Airlines, JetBlue Airways, Spirit Airlines, Tradewind Aviation.

If you don’t have specific dates for your trip between Anguilla and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Anguilla and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Anguilla. The main one is Clayton J. Lloyd International and other nearby airports include Clayton J. Lloyd International

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, Muskegon County, University of Illinois Willard.